US9526242B2 - Nematode repellent composition - Google Patents
Nematode repellent composition Download PDFInfo
- Publication number
- US9526242B2 US9526242B2 US14/333,926 US201414333926A US9526242B2 US 9526242 B2 US9526242 B2 US 9526242B2 US 201414333926 A US201414333926 A US 201414333926A US 9526242 B2 US9526242 B2 US 9526242B2
- Authority
- US
- United States
- Prior art keywords
- composition
- anthranilate
- ester
- fatty acid
- component
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related, expires
Links
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/02—Saturated carboxylic acids or thio analogues thereof; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/06—Unsaturated carboxylic acids or thio analogues thereof; Derivatives thereof
Definitions
- this invention relates to a nematode repellent composition
- a nematode repellent composition comprising an effective nematode repellent amount of a fatty acid and an anthranilate ester.
- this invention relates to a method of repelling nematodes employing such composition.
- Plant parasitic nematodes cause billions of dollars of damage each year to agronomic crops, vegetables, fruits, flowering trees and shrubs. Almost all major plant species are susceptible to infection by these pests, which typically affect the roots of host plants but also can damage above-ground parts including the stem, leaves and flowers. Nematodes of particular concern include those belonging to the genera Meloidogyne (root knot), Heterodera (cyst), Globodera (cyst), Pratylenchus and Xiphinema.
- Anthranilate esters such as methyl anthranilate and dimethyl anthranilate have long been known to be useful as bird repellents.
- U.S. Pat. No. 2,967,128 describes the use of such compounds to deter both domestic and wild birds from eating seeds, berries, grains, fruits and the like.
- a formulation of dimethyl anthranilate has been commercialized as the product BIRDSHIELDTM.
- this bird repellent composition comprises an anthranilate ester and an alkyl metal salt of a fatty acid; rather than a fatty acid in acid form. According to this publication, the addition of such fatty acid salts results in the formation of micelles of such anthranilate compounds, permitting a more even distribution of such compounds on the surface treated and enhancing their efficacy as bird repellents.
- anthranilate esters have been identified as being insect attractants—for example, U.S. Pat. No. 5,296,226 (Askham) states (at Column 3, lines 20-23) that “insects are readily attracted to dimethyl and methyl anthanilate. Crops relatively free of insects were quickly reinfested after being treated with either material.” This finding is supported by the disclosures in U.S. Pat. No. 6,958,146 (Askham et al), U.S. Pat. No. 7,867,479 (Dunham et al) and U.S. Pat. No.
- the present invention is directed to a composition comprising an effective nematode repellant amount of a composition comprising: (a) an anthranilate ester; and (b) a fatty acid.
- this invention is directed to a method of repelling nematodes employing such composition.
- the present invention is directed to a composition comprising an effective nematode repellant amount of a composition comprising: (a) an anthranilate ester; and (b) a fatty acid.
- anthranilate esters which may be employed include those compounds described in U.S. Pat. No. 2,967,128, which publication is hereby incorporated by reference, and include dimethyl anthranilate, methyl anthranilate, ethyl anthranilate, phenylethyl anthranilate and menthyl anthranilate.
- Preferred anthranilate esters are dimethyl anthranilate and methyl anthranilate, with methyl anthranilate being particularly preferred.
- the fatty acids which may be employed as component (b) include saturated and unsaturated fatty acids containing from 8 to 24 carbon atoms, with fatty acids containing from 13 to 21 carbon atoms being preferred.
- Illustrative of the fatty acids which may be employed are oleic acid, ricinoleic acid, linoleic acid palmitic acid and stearic acid; with oleic acid being particularly preferred.
- the fatty acids may be employed in the form of their salts or esters. When employed as salts, the use of postassium and/or sodium salts is typically preferred.
- Esters which may be employed include C 1 -C 5 alkyl esters, with ethyl esters being particularly preferred.
- the weight ratio of fatty acid to anthranilate ester employed in the compositions of the present invention range from 1:10 to 20:1.
- such ratio will range from 1:5 to 10:1; more preferably such ratio is from 1:1 to 5:1.
- compositions of this invention may further comprise additional additives conventionally employed in agricultural applications.
- additional additives conventionally employed in agricultural applications.
- further components which may be included in the compositions of this invention are antioxidant agents which serve to substantially prolong the desirable action of the fatty acid.
- antioxidant agent(s) protect the chemical and physical integrity of the fatty acid against reaction with oxygen and air pollution alone or in the presence of light.
- suitable antioxidants including commercial and specialty chemicals and their combinations, mixtures and proprietary compositions that are well known to those educated in the art.
- One particular antioxidant agent is ascorbic acid palmitate.
- the amount of the antioxidant is preferably from 0.001-0.1% by weight of the total composition.
- compositions of this invention further comprise one or more nematicidal agents selected from the group consisting of chemical nematicides, biological nematicides and nematicidal agents of natural origin.
- Chemical nematicides which may be employed include antibiotic nematicides such as abamectin; carbamate nematicides such as benomyl, carbofuran, carbosulfan, and cleothocard; oxime carbamate nematicides such as alanycarb, aldicarb, aldoxycarb, oxamyl; organophosphorous nematicides such as diamidafos, fenamiphos, fosthietan, phosphamidon, cadusafos, chlorpyrifos, dichlofenthion, dimethoate, ethoprophos, fensulfothion, fosthiazate, heterophos, isamidofos, isazofos, methomyl, phorate, phosphocarb, terbufos, thiodicarb, thionazin, triazophos, imicyafos, and mecarphon.
- acetoprole benclothiaz, chloropicrin, dazomet, dichlorophenolindophenol, 1,2-dichloropropane, 1,3-dichloropropene, furfural, iodomethane, metam, methyl bromide, methyl isothiocyanate, and xylenols.
- Biological nematicides which may be employed include Myrothecium verrucaria, Burholderia cepacia, Bacillus chitonosporus and Paecilomyces lilacinus .
- Nematicidal agents of natural origin which may be employed include hairpin proteins, amino acid sequences or virus and viroid particles.
- composition of this invention can be used neat, i.e. undiluted, it is preferably employed in diluted form.
- the composition can be dissolved in a suitable solvent, such as a C 1 -C 4 alcohol (for example, methanol, ethanol, isopropyl alcohol, butanol), a ketone such as acetone, an ester such as ethyl acetate or isopropyl myristate, a refined petroleum distillate solution (for example Sunspray® 6E from Sunoco Inc.) or other non-reactive solvent that will evaporate, preferably in a short period of time, leaving the active mixture of fatty acid and anthranilate ester.
- a suitable solvent such as a C 1 -C 4 alcohol (for example, methanol, ethanol, isopropyl alcohol, butanol), a ketone such as acetone, an ester such as ethyl acetate or isopropyl myristate, a refined petroleum distillate solution
- composition can be formulated with adjuvants, surfactants, stabilizers and preservatives, to be diluted with water for spray, seed treatment or other application.
- the method of this invention comprises applying an effective nematode repellent amount of the composition of this invention to a locus where such repelling is desired.
- such composition is typically employed as a seed treatment or applied in furrow during planting employing processes well known to those of skill in the art.
- the composition of this invention is employed in a concentration sufficient to repel nematodes.
- the composition will be employed in a concentration of at least 100 ppm by weight of anthranilate ester plus fatty acid.
- the composition is employed in a concentration of at least 500 ppm by weight of anthranilate ester plus fatty acid; and more preferably in a concentration of at least 1000 ppm by weight of anthranilate ester plus fatty acid.
- the upper limit of application is not particularly important from an efficacy point of view, but is limited by economic and physical factors.
- a plant tray having 32 wells was reconstructed using tape to form 16 test arenas each composed of two wells connected by a concave dip.
- the bottom of each well was lined with aluminum foil to prevent water and/or the treatment composition from escaping.
- One well in each such test arena was filled with untreated soil while the other well was filled with soil that had been treated with an emulsifiable concentrate comprised of 30% oleic acid (“OA”), 10% methyl anthranilate (“MA”), 52% methyl laurate, 4% Agnique® ABS 60CB (Calcium Dodecyl Benzene Sulfonate from Cognis Corporation), 2% Agnique® CDS-40 and 2% Tergitol XD at the rates set forth in Table 1 below.
- OA oleic acid
- MA methyl anthranilate
- CDS-40 Agnique® CDS-40
- Tergitol XD Tergitol XD
- composition of the present invention is effective in repelling nematodes.
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US14/333,926 US9526242B2 (en) | 2013-07-18 | 2014-07-17 | Nematode repellent composition |
US15/364,504 US9930886B2 (en) | 2013-07-18 | 2016-11-30 | Nematode repellent composition |
US15/943,291 US20180228150A1 (en) | 2013-07-18 | 2018-04-02 | Nematode Repellent Composition |
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US201361847805P | 2013-07-18 | 2013-07-18 | |
US201462001758P | 2014-05-22 | 2014-05-22 | |
US14/333,926 US9526242B2 (en) | 2013-07-18 | 2014-07-17 | Nematode repellent composition |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US15/364,504 Continuation US9930886B2 (en) | 2013-07-18 | 2016-11-30 | Nematode repellent composition |
Publications (2)
Publication Number | Publication Date |
---|---|
US20150025140A1 US20150025140A1 (en) | 2015-01-22 |
US9526242B2 true US9526242B2 (en) | 2016-12-27 |
Family
ID=52344068
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US14/333,926 Expired - Fee Related US9526242B2 (en) | 2013-07-18 | 2014-07-17 | Nematode repellent composition |
US15/364,504 Expired - Fee Related US9930886B2 (en) | 2013-07-18 | 2016-11-30 | Nematode repellent composition |
US15/943,291 Abandoned US20180228150A1 (en) | 2013-07-18 | 2018-04-02 | Nematode Repellent Composition |
Family Applications After (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US15/364,504 Expired - Fee Related US9930886B2 (en) | 2013-07-18 | 2016-11-30 | Nematode repellent composition |
US15/943,291 Abandoned US20180228150A1 (en) | 2013-07-18 | 2018-04-02 | Nematode Repellent Composition |
Country Status (12)
Country | Link |
---|---|
US (3) | US9526242B2 (de) |
EP (1) | EP3021670A4 (de) |
JP (1) | JP2016527233A (de) |
KR (1) | KR20160033103A (de) |
CN (1) | CN105377034A (de) |
CL (1) | CL2016000103A1 (de) |
CR (1) | CR20160026A (de) |
EC (1) | ECSP16001672A (de) |
IL (1) | IL243563A0 (de) |
MX (1) | MX2016000736A (de) |
WO (1) | WO2015009905A1 (de) |
ZA (1) | ZA201600301B (de) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20170079269A1 (en) * | 2013-07-18 | 2017-03-23 | Fmc Corporation | Nematode Repellent Composition |
US10064408B2 (en) * | 2009-05-28 | 2018-09-04 | Avian Enterprises, Llc | Bird repelling treatment composition |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7176654B2 (en) | 2002-11-22 | 2007-02-13 | Milwaukee Electric Tool Corporation | Method and system of charging multi-cell lithium-based batteries |
CN109068644A (zh) * | 2016-02-29 | 2018-12-21 | Fmc有限公司 | 驱虫剂 |
KR101827442B1 (ko) * | 2017-11-22 | 2018-02-08 | 비앤에스코퍼레이션 주식회사 | 알킬아민 및 지방산을 함유하는 선충류 방제용 조성물. |
Citations (11)
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US5175175A (en) | 1990-09-27 | 1992-12-29 | International Flavors & Fragrances Inc. | Use of ketones, ketoesters and alcohol in repelling insects; use of aliphatic ester in attracting insects and process and apparatus for determination of insect repellency and attractancy |
US5296226A (en) | 1991-02-12 | 1994-03-22 | Dolphin Trust | Bird repellent compositions |
US5662914A (en) | 1992-09-04 | 1997-09-02 | The Regents Of The University Of California | Methods and compositions for repelling ants, wasps and termites with repellents |
EP0828328A2 (de) | 1996-09-07 | 1998-03-11 | Beiersdorf Aktiengesellschaft | Verwendung eines Klebebandes mit einem Glasgewebeträger zur Befestigung eines Lichtwellenleiter-Kabels an dem Trag- oder Erdungsseil einer Hochspannungsleitung |
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2014
- 2014-07-17 MX MX2016000736A patent/MX2016000736A/es unknown
- 2014-07-17 EP EP14825629.0A patent/EP3021670A4/de not_active Withdrawn
- 2014-07-17 CN CN201480040126.XA patent/CN105377034A/zh active Pending
- 2014-07-17 WO PCT/US2014/046980 patent/WO2015009905A1/en active Application Filing
- 2014-07-17 US US14/333,926 patent/US9526242B2/en not_active Expired - Fee Related
- 2014-07-17 KR KR1020167001017A patent/KR20160033103A/ko not_active Application Discontinuation
- 2014-07-17 JP JP2016527091A patent/JP2016527233A/ja active Pending
-
2016
- 2016-01-11 IL IL243563A patent/IL243563A0/en unknown
- 2016-01-14 ZA ZA2016/00301A patent/ZA201600301B/en unknown
- 2016-01-14 EC ECIEPI20161672A patent/ECSP16001672A/es unknown
- 2016-01-14 CR CR20160026A patent/CR20160026A/es unknown
- 2016-01-14 CL CL2016000103A patent/CL2016000103A1/es unknown
- 2016-11-30 US US15/364,504 patent/US9930886B2/en not_active Expired - Fee Related
-
2018
- 2018-04-02 US US15/943,291 patent/US20180228150A1/en not_active Abandoned
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US2967128A (en) | 1957-06-06 | 1961-01-03 | S B Penick And Company Inc | Bird repellent |
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Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US10064408B2 (en) * | 2009-05-28 | 2018-09-04 | Avian Enterprises, Llc | Bird repelling treatment composition |
US20170079269A1 (en) * | 2013-07-18 | 2017-03-23 | Fmc Corporation | Nematode Repellent Composition |
US9930886B2 (en) * | 2013-07-18 | 2018-04-03 | Fmc Corporation | Nematode repellent composition |
Also Published As
Publication number | Publication date |
---|---|
WO2015009905A1 (en) | 2015-01-22 |
ZA201600301B (en) | 2017-05-31 |
MX2016000736A (es) | 2016-09-08 |
ECSP16001672A (es) | 2017-02-24 |
IL243563A0 (en) | 2016-02-29 |
CL2016000103A1 (es) | 2016-07-15 |
JP2016527233A (ja) | 2016-09-08 |
KR20160033103A (ko) | 2016-03-25 |
US20170079269A1 (en) | 2017-03-23 |
CN105377034A (zh) | 2016-03-02 |
EP3021670A1 (de) | 2016-05-25 |
US9930886B2 (en) | 2018-04-03 |
CR20160026A (es) | 2016-05-17 |
US20180228150A1 (en) | 2018-08-16 |
US20150025140A1 (en) | 2015-01-22 |
EP3021670A4 (de) | 2017-01-04 |
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